4-Methylmorpholine → 3-(2-oxo-2-phenyl-ethylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert butyl ester

Participants

Role	Name	HCID	Charge
Reactant	4-Methylmorpholine	HCID 7972	—
Reactant	Phenacylamine	HCID 11952	—
Reactant	1-Hydroxybenzotriazole	HCID 75771	—
Reactant	2-[(Tert-butoxy)carbonyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid	HCID 2735649	—
Reactant	(4-Dimethylamino-butyl)-ethyl-carbodiimide	HCID 21914090	—
Solvent	Dichloromethane	HCID 6344	—
Product	3-(2-oxo-2-phenyl-ethylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert butyl ester	HCID 23570725	—

Reaction Conditions

Temperature	0 °C

Reaction Steps

3,4-Dihydro-1H-isoquinoline-2,3-dicarboxylic acid-2-tertbutyl ester (2.77 g, 10 mmol) and 2-amino-1 phenyl-ethanone (1.71 g, 10 mmol), and HOBT (1-hydroxybenzo-triazole) (2.70 g, 20 mmol) were dissolved in dichloromethane (100 ml). The solution was cooled to 0° C. and then (4-dimethylamino-butyl)-ethyl-carbodiimide (2.29 g, 12 mmol) was added followed by NMM (N-methyl-morpholine) (1.31 g, 13 mmol).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07125891B2
Source dataset	uspto-grants-2006_10
ORD ID	ord-bdc289a005724f81957d9a5b2bbfcb09
Source note	uspto-grants-2006_10